Boston Vacation Packages 2026 from $623

Boston flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Pittsburgh - Cranberry

$623

per person

Dec 4 - Dec 7

found 13 hours ago

Roundtrip non-stop flight included

Houston (IAH) to Pittsburgh (PIT)

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.

Stay Pittsburgh

Downtown Pittsburgh

$680

per person

Dec 26 - Dec 28

found 1 day ago

Roundtrip non-stop flight included

Greenville (GSP) to Pittsburgh (PIT)

Free WiFi in public areas, express check-in, and express check-out are available at this aparthotel. Luggage storage, laundry facilities, and a virtual front desk are also on offer.

Hampton Inn & Suites Cranberry Pittsburgh

$871

per person

Nov 23 - Nov 28

found 1 day ago

Roundtrip non-stop flight included

Phoenix (PHX) to Pittsburgh (PIT)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Downtown Pittsburgh

$835

per person

Nov 27 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Pittsburgh (PIT)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and valet parking. A terrace, a snack bar/deli, and luggage storage are also on offer.

Traveler's Rest Hotel

South Side Flats

$687

per person

Jan 6 - Jan 10

found 15 hours ago

Roundtrip flight included

Phoenix (PHX) to Pittsburgh (PIT)

Free WiFi in public areas, a communal living room, and express check-in are available at this hotel. Enjoy the free self-serve breakfast each morning. Express check-out, luggage storage, and laundry facilities are also on offer.

Top Boston hotels deals

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA

Free Cancellation

Reserve now, pay when you stay

$124 nightly

$141 total

Nov 2 - Nov 3

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a gym on site, and a 24-hour front desk and express check-out are also provided.

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA

$137 nightly

$156 total

Nov 12 - Nov 13

Total with taxes and fees

A casino, 5 restaurants, and a gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas and free valet parking. Relax with a drink at one of the 4 bars/lounges and enjoy free perks like continental breakfast and free self parking.

DoubleTree by Hilton Pittsburgh - Green Tree

500 Mansfield Avenue Pittsburgh PA

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$115 total

Nov 8 - Nov 9

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking, a 24-hour business center, and a coffee shop are also offered.

Omni William Penn Hotel

530 William Penn Place Pittsburgh PA

Free Cancellation

Reserve now, pay when you stay

$184 nightly

$210 total

Nov 8 - Nov 9

Total with taxes and fees

This smoke-free hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, limo/town car service, and a computer station are also on offer.

Pet friendly

Free WiFi

Pittsburgh Marriott City Center

112 Washington Pl Pittsburgh PA

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$164 total

Nov 5 - Nov 6

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, a grocery/convenience store, and a lobby fireplace are also offered.

Pet friendly

Free WiFi

Drury Plaza Hotel Pittsburgh Downtown

745 Grant Street Pittsburgh PA

Free Cancellation

Reserve now, pay when you stay

$128 nightly

$146 total

Nov 2 - Nov 3

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and free buffet breakfast each morning.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Boston attractions

Northeast Paddleboard Company

Take the family on an outing to Northeast Paddleboard Company during your trip to Boston. Amble around the area's riverfront or attend a sporting event.

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Frequently asked questions

How much are vacation packages to Boston?

Your vacation dreams can be realized in Boston for as low as $623. Our vacation packages include flights and hotels, and they'll make your booking a breeze. The only thing you'll have to worry about is having an incredible time.

Where can I get the best vacation package deals for Boston?

There are terrific Boston package deals to be snapped up with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties in all corners of the globe? Remember this when you're ready to tick another place off your bucket list.

Why should I book my Boston vacation package via Travelocity?

By booking your hotel, flights, activities and car rental all in one place, you'll save both time and money. All our bookings come with an expert team of customer service specialists available 24/7, and you'll know that you're always getting the best deal possible with our Price Match Guarantee. So, what are you waiting for? Book the vacation of your dreams today and start packing!

Will I save money on my Boston car rental if I combine it with my hotel or flight?

You most certainly can — bundle your hotel, flight and car into a Boston vacation package and you can save a ton. With so much to discover in Boston, that set of wheels will make exploring easy. Once you're behind the wheel, put the stereo on and head toward Geneva State Park, a top attraction approximately 120 mi from Boston.

Which airport is best for Boston?

For many visitors, a stay in Boston means stepping off the plane at Pittsburgh Intl. Airport (PIT). This busy airport is 25 mi northwest of the downtown area. You could also opt to fly into Morgantown Municipal Airport (MGW) (45 mi away from central Boston) or John Murtha Johnstown - Cambria County Airport (JST) (50 mi away from central Boston).

What is there to do in Boston?

Enjoy some great photo opportunities at Northeast Paddleboard Company, one of the most renowned attractions in Boston. There's so much more to discover in this exciting city, so make sure you have enough time to experience some of its lesser-known gems.